Mechanism of action of the marine natural product stypoldione: evidence for reaction with sulfhydryl groups
| Autor: | A. Groweiss, Leslie Wilson, E. T. O'brien, B. H. Lipshutz, William Fenical, D. J. Asai, Robert S. Jacobs |
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| Rok vydání: | 1986 |
| Předmět: |
chemistry.chemical_classification
Natural product biology Stereochemistry Thiophenol Quinones Glutathione Microtubules Quinone chemistry.chemical_compound Tubulin chemistry Biochemistry Drug Discovery Functional group biology.protein Thiol Molecular Medicine Marine Toxins Sulfhydryl Compounds Colchicine Cell Division Cysteine |
| Zdroj: | Journal of Medicinal Chemistry. 29:1851-1855 |
| ISSN: | 1520-4804 0022-2623 |
| DOI: | 10.1021/jm00160a009 |
| Popis: | Stypoldione, a marine natural product that possesses an o-quinone functional group, has been shown to inhibit a variety of biological processes including cell division. We found that stypoldione binds covalently to sulfhydryl groups of thiol-containing compounds via addition of sulfur to the C-4' position of the quinone ring. We examined the ability of stypoldione to add to sulfhydryl groups of a number of thiol-containing substances, including glutathione, thiophenol, beta-mercaptoethanol, and the protein tubulin. We suggest that the biological actions of stypoldione may be caused by the addition of this compound to thiol groups of biological molecules. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
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